A concise, diastereoselective synthesis of 2-C-methyl-4a-carba-?-d-lyxofuranose 13 and 2-C-methyl-4a-carba-?-d-arabinofuranose 14, two novel representatives of the branched-chain carbasugar family, is presented. The construction is based on the sequential execution of two strategic carbon-carbon bond-forming reactions, a vinylogous crossed aldol addition (1+2->3), and a rare silylative cycloaldolization (8->9+10).
A short entry to novel C(2)-methyl branched 4a-carbafuranoses
Luciana Auzzas;Vincenzo Zambrano;
2003
Abstract
A concise, diastereoselective synthesis of 2-C-methyl-4a-carba-?-d-lyxofuranose 13 and 2-C-methyl-4a-carba-?-d-arabinofuranose 14, two novel representatives of the branched-chain carbasugar family, is presented. The construction is based on the sequential execution of two strategic carbon-carbon bond-forming reactions, a vinylogous crossed aldol addition (1+2->3), and a rare silylative cycloaldolization (8->9+10).File in questo prodotto:
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